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α-肉桂酰基二硫缩烯酮与Grignard试剂的加成反应区域选择性研究——烷硫基对反应的调控作用

Studies on the Regioslectivity of Addition Reaction of Girgnard Reagents to α-Cinnamoyl Ketene Dithioacetals——the Modulation by Alkylthio Groups

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【作者】 林春; 赵彩虹; 刘群; 胡玉兰; 方群欣; 齐巍;

【Author】 LIN Chun *, Zhao Cai Hong (Department of Chemistry, Anshan Teachers College, 114005 Anshan) LIU Qun, HU Yu Lan, FANG Qun Xin, QI Wei (Department of Chemistry, Notheast Normal Univiesity, 130024 Changchun)

【机构】 鞍山师范学院化学系; 东北师范大学化学系; 东北师范大学化学系 鞍山114005; 鞍山114005; 长春130024; 长春130024;

【摘要】 乙基、苯基卤化镁等Grignard试剂与具有三亲电中心的α 肉桂酰基二硫代缩烯酮类化合物 1反应 ,当 1中的烷硫基为二乙硫基、1,3 亚丙二硫基、1,4 亚丁二硫基时 ,Grignard试剂加成到与芳烃相连的碳原子上 ,得到共轭加成产物 2 ;当 1中的烷硫基为二甲硫基时 ,生成难以分离的混合物。

【Abstract】 The addition reaction of entyl, n propyl, n butyl, phenyl and benzyl Grignard reagents to α cinnamoyl ketene dithioacetals which with 1,3 propylenedithio or 1,4 butylenedithio and diethylthio groups was studied. The conjuagted additional products at the carbon atom adjacent to aryl were obtained. When the alkylthio group was dimenethylthio, the products were so complicated that attempted seperation(silica gel) was failed. A probe reaction showed that the diethylthio group had different adjustment to this modulation reaction comparing with dimethylthio group in α oxo ketene dithioacetls

【基金】 国家自然科学基金资助课题 (2 986 2 0 0 4 )
  • 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2001年09期
  • 【分类号】O623
  • 【被引频次】1
  • 【下载频次】95
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